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In this study, we systematically investigated the binding interactions of DHEA with three biologically relevant targets: trypsin, calf thymus DNA (CT\u2010DNA), and human serum albumin (HSA). The effects of DHEA on the structure and activity of these macromolecules were carried out using fluorescence spectroscopy, FTIR, and molecular docking techniques. Molecular docking simulations revealed that DHEA forms stable complexes with all three macromolecules, exhibiting the highest affinity toward HSA (\u22128.71\u2009kcal\u2009mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ), followed by trypsin (\u22126.30\u2009kcal\u2009mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ) and DNA (\u22126.15\u2009kcal\u2009mol\n                    <jats:sup>\u22121<\/jats:sup>\n                    ). DHEA was found to bind within the minor groove of DNA through hydrogen bonds and van der Waals interactions, occupy Subdomain IB of HSA stabilized by hydrophobic contacts, and interact near the catalytic triad of trypsin through alkyl and \u03c0\u2013alkyl interactions. In silico ADMET profiling predicted favorable drug\u2010like properties, including high gastrointestinal absorption, blood\u2013brain barrier permeability, and low toxicity risk. These findings highlight the multitarget potential of DHEA and support its relevance as a pharmacologically versatile molecule capable of modulating nucleic acids, transport proteins, and proteolytic enzymes.\n                  <\/jats:p>","DOI":"10.1002\/bio.70276","type":"journal-article","created":{"date-parts":[[2025,7,31]],"date-time":"2025-07-31T02:24:33Z","timestamp":1753928673000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Interaction of Dehydroepiandrosterone (DHEA) With Biologically Significant Macromolecules (DNA\/HSA\/Trypsin) and Antioxidant Potential: Fluorescence Enhancement and Quenching Study"],"prefix":"10.1002","volume":"40","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0483-9642","authenticated-orcid":false,"given":"Duygu\u00a0\u0130nci","family":"\u00d6zba\u011fc\u0131","sequence":"first","affiliation":[{"name":"Department of Chemistry, Faculty of Arts and Sciences Bursa Uludag 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